The Oaks vacation rentals

We found 21 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in The Oaks that are perfect for your trip. Whether you're staying in a vacation rental with friends, family, or just with your pet, you'll find the amenities you need and want, which might include WiFi and a fireplace. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.

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Find out more about The Oaks

Find the perfect vacation rental for your The Oaks getaway

Learn about the unique charm of The Oaks with a stay in a private vacation home. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around The Oaks

Are you searching for top things to see and do during your stay? Venture out of your cozy vacation rental and experience everything that makes The Oaks a fun place to get away. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Maple Creek Winery (4.1 mi / 6.6 km)
  • Milano Family Winery (7.3 mi / 11.7 km)
  • Graziano Family Wine Tasting Room (7.6 mi / 12.3 km)
  • Saracina Winery (8.4 mi / 13.6 km)
  • Jaxon Keys Winery (9.2 mi / 14.8 km)
  • Pennyroyal Farm (10 mi / 16 km)

Exploring the natural features in The Oaks

Whether you're looking for adventure or just want to take in the scenery, The Oaks is a great place to get outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Mailliard Redwoods State Natural Reserve (5.7 mi / 9.2 km)
  • Lake Sonoma (14.9 mi / 24 km)
  • Cow Mountain Recreation Area (15.4 mi / 24.8 km)
  • Lake Sonoma (17.1 mi / 27.5 km)
  • Furber Park (13.8 mi / 22.2 km)
  • Cloverdale City Park (12.9 mi / 20.7 km)

Traveling to and around The Oaks

The nearest airport is in Santa Rosa, CA (STS-Sonoma County), located 35.5 mi (57.1 km) from the city center.

Frequently asked questions

What is the best area to stay in The Oaks, California, United States of America when booking a vacation rental?
When looking for the best area to stay in The Oaks, California, you'll find that this charming community offers a delightful mix of tranquility and access to local attractions. One standout neighborhood is near the vibrant shopping and dining scene, where you can enjoy boutique stores and taste local cuisine. This area is also close to stunning parks, great for outdoor enthusiasts who appreciate hiking and nature walks.

Another appealing neighborhood features beautiful tree-lined streets and easy access to recreational facilities, making it a great choice for families or those looking for a peaceful retreat. Here, you can explore nearby attractions such as scenic trails and picturesque picnic spots, ideal for a relaxing day outdoors.

In terms of vacation rentals, you can expect a variety of options that cater to different preferences and budgets. The properties in these neighborhoods often reflect the area's charm and provide convenient access to the best The Oaks has to offer, ensuring a memorable stay.
How much does it cost to rent a vacation home in The Oaks?
Prices for vacation rentals in The Oaks vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in The Oaks to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for The Oaks vacation house rentals?
You can find great discounts on house rentals in The Oaks on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in The Oaks?
A long-stay vacation rental in The Oaks is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any The Oaks vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in The Oaks with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a The Oaks vacation rental?
Book your The Oaks vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in The Oaks, California, United States of America?
In The Oaks, California, visitors can immerse themselves in the natural beauty of the Santa Monica Mountains. The area is known for its scenic hiking trails, with the nearby Los Robles Trail offering picturesque views and diverse wildlife. Vacation rentals here often provide a tranquil retreat, surrounded by lush landscapes and the serenity of nature.

For those interested in wine tasting, the Conejo Valley is just a short drive away, featuring several vineyards and wineries that invite guests to sample local wines in a picturesque setting. Additionally, the nearby city of Thousand Oaks offers shopping and dining options, including the popular The Oaks mall, where visitors can find a variety of retail stores and restaurants.

Outdoor enthusiasts can also enjoy recreational activities at nearby parks like Oak Canyon Community Park or the expansive Wildwood Regional Park, which features picnic areas, playgrounds, and more trails for hiking and biking.
Can I change or cancel my The Oaks home rental booking on Vrbo?
To find The Oaks vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the The Oaks vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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